How to Use ChatGPT to Apply for Jobs in 2025 (and Actually Stand Out)

The Money Class You Never Got in School

How to Use ChatGPT to Apply for Jobs in 2025 (and Actually Stand Out)

Applying for jobs today is more competitive than ever—but it’s also never been easier to get a leg up. If you’re still copying and pasting the same resume everywhere, you’re already behind.

Here’s how to use ChatGPT to create tailored, keyword-rich resumes and cover letters that get noticed—and avoid the job posting scams that waste your time.

Step 1: Stop Applying Through LinkedIn

Yes, it’s fast. Yes, it says “easy apply.” But here's the truth:

• Many LinkedIn postings are outdated, fake, or already filled
• You’re submitting into a massive pile—sometimes hundreds of other applicants
• Your resume often isn’t even read by a human

MoneyMode Tip:
Use LinkedIn to research companies. Use Indeed to find real job listings. Then go straight to the company’s website and apply there. Fewer people do it, which means less competition.

Step 2: Use ChatGPT to Tailor Your Resume (Every. Single. Time.)

Your resume should NOT be one-size-fits-all. You need to customize it using the exact language from the job description.

Here’s a prompt you can use:

I’m applying for this job: [paste job description].
Here is my resume: [paste your resume].
Can you rewrite my resume using keywords from the job description and highlight accomplishments relevant to this role?

ChatGPT will match your experience with the job post. Review it, tweak anything off, and you’re done. This saves hours.

Step 3: Yes, You Still Need a Cover Letter in 2025

Think of a cover letter as your hype intro. If your resume is the facts, the cover letter is the vibe. It’s a chance to show your voice and explain why you’re aligned with the company’s mission.

Here’s your ChatGPT cover letter prompt:

Please write a professional and sincere cover letter for this job: [paste job description].
Here’s my resume and background: [paste resume + context].
I want it to sound confident, passionate, and tailored to this company. Avoid clichés and keep it under 350 words.

Bonus: Paste in a few values or phrases from the company’s “About Us” page to make it sound like you’re already part of the team.

Step 4: Save Time With This Application Flow

1. Find job on Indeed
2. Go to company site and apply there
3. Use ChatGPT to:
   • Rewrite resume to match keywords
   • Create short, clear cover letter
4. Upload PDF versions (don’t use Word)
5. Track which jobs you applied to in Google Sheets

Step 5: Stand Out Without Being Annoying

After applying, don’t just wait. Find a contact at the company (on LinkedIn or their website) and send a short, friendly message like this:

Hi [Name],
I just submitted my application for the [Job Title] role on your website. I’ve followed your team’s work for a while and would love to contribute my skills in [relevant area].

Thanks for considering my application,
[Your Name]

Short. Polite. Not pushy. It shows initiative and makes your name stand out.

Final Thoughts

In 2025, job applications are filtered, scanned, ranked, and sometimes ignored. But by using smart tools (like ChatGPT) and taking an extra 10–15 minutes per application, you can stand out in a sea of sameness.

Tailor everything. Avoid spammy job boards. And talk like a human, not a bot.

You’re in MoneyMode now—go land the job that actually fits you.